The Toronto Maple Leafs have lost in the Stanley Cup Finals 8 times. Both the Montreal Canadiens and the Philadelphia Flyers have lost 6 times.
The Flyers have been in the playoffs a total of 34 times in their 42 year history. They have reached the Stanley Cup Finals a total of 8 times (73-74*, 74-75*, '75-76, '79-80, '86-87, '96-97, 2009-'10) While they have been in the Stanley Cup Finals 8 times, they only have 7 Conference Championships, as in their first Stanley Cup Finals appearance, there was no Conference Championship Title. * = Won the Stanley Cup
The Philadelphia Flyers have won the Stanley cup two times, once in 1974 and once in 1975.
Howe has won the Stanley Cup for 4 times: 1950, 1952, 1954 and 1955. All with the Detroit Red Wings.
11 times
The Montreal Canadiens who have won the Stanley Cup 24 times!
The St. Louis Blues have been to the Stanley Cup Finals three times, 1968, 1969 and 1970.
i think like 5 times
They have been to the Stanley Cup finals 4 times and countless playoffs.
19 times in the finals.
Six appearances in the finals as of 2017.
ONCE